1,3-dipolar cycloaddition of 1,2-O-isopropylidene-α-D-xylopentadialdo-1,4-furanosenitrile oxide to some alkenes

被引:10
作者
Fascio, ML [1 ]
Montesano, VJ [1 ]
D'Accorso, NB [1 ]
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, Ctr Invest Hidratos Carbono CIHIdeCAR, RA-1428 Buenos Aires, DF, Argentina
关键词
D O I
10.1002/jhet.5570350119
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of five 3-(1,2-O-isopropylidene-alpha-D-xylofuranosyl)-5-substituted-2-isoxazolines obtained by 1,3-dipolar cycloaddition are described, as well as the intermediate products from the synthetic route. The physical and spectroscopic characterization of these compounds are reported.
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页码:103 / 107
页数:5
相关论文
共 15 条
[1]  
ALTIMARI UAR, 1991, CARBOHYD RES, V218, P121
[2]  
BLAKE AJ, 1991, CARBOHYD RES, V216, P461
[3]  
BROCCA V, 1954, ANN CHIM-ROME, V44, P120
[4]   FACE SELECTIVITY OF THE NITRILE OXIDE CYCLO-ADDITION TO UNSATURATED SUGARS [J].
DEAMICI, M ;
DEMICHELI, C ;
ORTISI, A ;
GATTI, G ;
GANDOLFI, R ;
TOMA, L .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (04) :793-798
[5]   Synthesis of 3-glycosyl-5-substituted-2-isoxazolines [J].
Fascio, ML ;
DAccorso, NB .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1996, 33 (06) :1573-1577
[6]  
HASSNER A, 1989, SYNTHESIS-STUTTGART, P57
[7]   THE ISOXAZOLINE ROUTE TO THE HYPOCHOLESTEROLEMIC AGENT COMPACTIN - USE OF THE ISOXAZOLINE AS A 1,3-DIENE EQUIVALENT [J].
KOZIKOWSKI, AP ;
LI, CS .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (16) :3541-3552
[8]   STRUCTURE OF 5-ALDO-1,2-O-ISOPROPYLIDENE-DEUTERIUM-XYLO-PENTOFURANOSE [J].
SCHAFFER, R ;
ISBELL, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (14) :3864-3866
[9]  
SCHMIDT OT, 1963, METHODS CARBOHYDRATE, V2, P83
[10]   SYNTHESIS OF TETRAZOLES FROM ACYLATED ALDONONITRILES .2. SYNTHESIS OF TETRAZOLES FROM SOME PER-O-ACETYLALDONONITRILES [J].
SELDES, AM ;
THIEL, IME ;
DEFERRARI, JO .
CARBOHYDRATE RESEARCH, 1975, 39 (01) :47-51